Platensimycin

Platensimycin (PTM) is an antibiotic produced by S. platensis that inhibits Gram-positve bacteria by selectively inhibiting cellular lipid biosynthesis (IC50 = 0.1 µM). It targets the beta-ketoacyl-acyl-carrier-protein synthase I/II, FabF/B, an enzyme that participates in the biosynthesis of fatty acids (IC50s = 48 and 160 nM for S. aureus and E. coli enzymes, respectively). By specifically targeting fatty acid synthesis in bacteria, PTM is thought to be a promising agent for overcoming antibiotic resistance. PTM is also a selective inhibitor of the mammalian fatty acid synthase and has been shown to reduce liver triglyceride levels and to improve insulin sensitivity in a diabetic mouse model after an oral dose of 30 mg/kg.Formal Name: 3-[[3-[(1S,3S,4S,9S)-1,4,5,8,9,9aR-hexahydro-3,9-dimethyl-8-oxo-3H-1,4:3,5aS-dimethano-2-benzoxepin-9-yl]-1-oxopropyl]amino]-2,4-dihydroxy-benzoic acid. CAS Number: 835876-32-9. Synonyms: PTM. Molecular Formula: C24H27NO7. Formula Weight: 441.5. Purity: >95%. Formulation: (Request formulation change), A solid. Solubility: DMF: Soluble, DMSO: Soluble, Ethanol: Soluble, Methanol: Soluble. SMILES: O=C(O)C1=C(O)C(NC(CC[C@@]2(C)[C@@]([C@](O3)([H])C[C@]([H])(C4)[C@]3(C)C5)([H])[C@]54C=CC2=O)=O)=C(O)C=C1. InChi Code: InChI=1S/C24H27NO7/c1-22(7-6-17(28)25-18-14(26)4-3-13(19(18)29)21(30)31)16(27)5-8-24-10-12-9-15(20(22)24)32-23(12,2)11-24/h3-5,8,12,15,20,26,29H,6-7,9-11H2,1-2H3,(H,25,28)(H,30,31)/t12-,15+,20+,22-,23+,24+/m1/s1. InChi Key: CSOMAHTTWTVBFL-OFBLZTNGSA-N.